Vacation Rentals in Florida Keys

Vacation Rentals in Florida Keys

Start comparing over 4,625 rentals in Florida Keys and book at the best price!

Best Vacation Rentals in Florida Keys

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 12 Guests in Cudjoe Key, Lower Keys
Vacation Rental for 12 Guests in Cudjoe Key, Lower Keys, Picture 1
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Cudjoe Key, Lower Keys
Vacation Rental • 3197 ft² • 4 Bedrooms
(3 reviews)
To spread out to relax or sleep additional two guests, we have a bean bag chair, convertible chair folds from bean bag to bed. We have added to all of our mattresses with an odor-neutralizing, anti-bacterial feature designed memory foam mattress to help you fall asleep easily and stay asleep throughout the night and greatly relieve back pains, and wake up feeling fully rested.Our goal is to create guest accommodation that is environmentally responsible and non-detrimental to the local flora and fauna. According to Nasa, there is greater than a 95% probability that the reason the Earth is wa...
from $680 / night
Vacation Rental for 2 Guests in Key West, Lower Keys
Vacation Rental for 2 Guests in Key West, Lower Keys, Picture 1
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Key West, Lower Keys
Vacation Rental • 549 ft² • 1 Bedroom
(39 reviews)
Located in The Colony, a secluded compound just steps from Duval Street, Colony Poolside is a peaceful retreat. Enter the home through the serene and inviting living space, accented with blue and white decor, wood floors and pops of color from nautical-themed accents and artwork. A vaulted ceiling with exposed beams and huge transom windows that extend all the way to the tip of the roof add a bright and airy feeling to the cozy space. The fully appointed kitchen is attached to the living area and features a generous sit-down bar and charming open shelving. Through the French doors lies a pr...
from $343 / night
Vacation Rental for 6 Guests in Key West, Lower Keys
Vacation Rental for 6 Guests in Key West, Lower Keys, Picture 1
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Vacation Rental for 6 Guests in Key West, Lower Keys, Picture 3
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Key West, Lower Keys
Vacation Rental • 1894 ft² • 2 Bedrooms
(29 reviews)
Rare, one-of-a kind designer luxury condominium located in an exclusive gated Key West beachfront property. The Exclusive Key West Beachfront vacation rental has breath taking views overlooking the ocean and natural aquatic bird sanctuary. A spacious ocean front balcony provides the perfect setting for gazing and relaxing. Luxurious amenities include large heated swimming pool and immaculate tennis court overlooking the ocean, plus a second free form heated swimming pool.A Miami South-Beach based architect designed the interior space of this property by setting a dramatic loft-like ladder t...
from $452 / night

Prices and availability

Current Vacation rental prices Florida Keys

$592for 25 May - 1 Jun
$590 annual average
Average price per week

Current vacation rental availability Florida Keys

17%for 25 May - 1 Jun
36% annual average
Percentage of available rentals

Highlights Florida Keys

  • The Ernest Hemmingway House
  • The African Queen Canal Cruise
  • The Everglades National Park
  • Harry S. Truman Little White House
  • Key West Island T’ing

Florida Keys Vacation Rentals

The Florida Keys is one of the preferred destinations for both local and international visitors. For locals, this is a budget-friendly destination characterized by affordable rental homes and sightseeing locations. In the Keys, there are plenty of vacation homes, including apartments, rooms, villas, camps, and boats. The choice is dependent on your preferences and the number of guests. Many vacation rentals have a pool, BBQ stand, and parking. Some rentals don’t allow pets while others do. Pick a rental home with amenities that work well for you and your fellow travelers.


Key West

Florida Keys are islands that lie along the Florida Straits in the Monroe County. These islands stretch along 112 miles from the coast of Florida on the Southeastern side and then move westward to Key West. The islands are characterized by their tropical climate and long sandy beaches. The city of Key West, located in Florida Keys, is the seat of Monroe County and composes the bustling city center in these islands.

Key Largo

Florida Keys is composed of some stunning sub-regions. First, the Key Largo. For scuba-diving enthusiasts, anyone in love with nature and anyone who wants to visit the Everglades National Park, make your way to Key Largo. The second key on Florida Keys is the Islamorada, which would again be perfect for scuba divers. It has a reef line and a fishing charter where fishing is done. Both of these keys have affordable and comfortable motels. The other keys in Florida Keys are Marathon, the Lower Keys, and Key West, which is the heart of culture, art and modern architecture.

Getting there

Traveling to Florida Keys can be done in different ways. First, you can fly to the Marathon then take a bus to your preferred spot on the island, or you can fly to Miami Airport then take the GreyHound Keys Shuttle to any destination within the island. The third alternative is to make a road trip out of it then take a ferry to the island.

Overseas Highway
Overseas Highway


Florida Keys for Scuba Divers

For scuba divers, Florida Keys has the most stunning scuba diving. This takes place in almost all the keys of Florida Keys, but in Key Largo and Islamorada have the outstanding scuba diving. For an adventurous couple who want to go crazy, try scuba diving in Florida Keys.

Florida Keys for Families

Swimming in the sea water and walking along the beaches is an activity that can be done by the whole family. The children will love making castles on the beach, and couples can watch the sunset as they walk along the beach. Anyone who is crazy about modern architecture, museums and culture will go crazy over the galleries, museums, national parks, and theaters that are found in this destination. This is an activity that the whole family can partake in. Daily sunset celebrations take place in Key West, which happens to be a city rich in culture and history.

Florida Keys for Fishing

Fishing is a famous activity in Islamorada. The fishing charter in Islamorada ensures that your fishing line is always hooked, and you will be directed to the best fishing areas.

Florida Keys for Art Enthusiasts and Foodies

Art galleries, quaint shops, hotels and resorts that are located all along Florida keys have got the art enthusiasts and foodies covered. There are 5-star resorts and little local restaurants that offer food for the whole family, and the local shops will ensure that you don’t go home without a souvenir.

Top Things to Do in Florida Keys

Go to the Harry S. Truman Little White House.

The Harry S. Truman Little White House is a house that President Truman once stayed in. This is a destination that would totally fascinate the kids.

Board the African Queen Canal Cruise.

This a ship that is over a hundred years old. Surprisingly, this ship is still in mint condition.

Snorkel and watch dolphins in Key West.

If you are crazy about dolphins, you will get your fix in Key West. Snorkeling is an activity that you can also do while in Key West.

Explore on the Key West Island T’ing.

On this boat, you partake in a sail on the deep sea waters, snorkel and go kayaking. You even get to sail through the Gulf of Mexico.

Visit the Key West Butterfly and Nature Conservatory.

In this conservancy, you get to see over 50 species of butterflies in a controlled environment. Flowering plants and trees are also in this conservancy.

Did you know that between 1937 and 1939 Ernest Hemmingway lived in Florida Keys, in a house that is now known as the Ernest Hemmingway House?

Useful Information


Florida Keys is in a region with a tropical climate, and this means that it is quite warm throughout the year. While packing, carry light clothes, and ensure that you pack some sunscreen to prevent sunburns.

Sunset Celebration

The main events that take place in Florida Keys are plays in the different theaters. However, every evening in Key West, there is the daily sunset celebration which everyone can take part in.

FAQs: Vacation Rentals in Florida Keys

How much do the vacation rentals in Florida Keys cost on average?

We can see from last year that Florida Keys had an average price of $494 per night, a relatively high one for a destination in the USA.

What time of year offers, on average, the best vacation rental prices in Florida Keys?

According to the previous year, the months that hurt your pocket the least in Florida Keys are September, August and June, with average prices of $434, $456, and $457, respectively.

During which months are vacation rentals more expensive in Florida Keys?

Following the data observed last year, costs per night for accommodation here are usually higher, on average, during the months of February ($591), March ($562), and January ($532).

Is Florida Keys a good location for a last-minute getaway?

When going on vacation to Florida Keys, we recommend you to plan ahead as 76% of rentals are usually booked, according to last year's data.

When are more vacation rentals available?

The most available months are, on average, May (with an availability of 93%), June (80%), and August (23%), according to the trends observed in the prior year.

When will it be harder to find an available vacation rental in Florida Keys?

The months with the lowest properties available in Florida Keys are, in order, March, February, and April with respective average availability figures of 1%, 2%, and 2%, based on the previous year. During these three months, the availability is only 2%. It is therefore preferable to reserve far in advance.

How many vacation rentals are there in Florida Keys?

We have 980 rentals for you in Florida Keys, provided by our 4 local and international partners.

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